A snow-covered river valley with a bridge and a town.

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15 Sep - 16 Sep
Tomorrow
16 Sep - 17 Sep
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18 Sep - 20 Sep
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25 Sep - 27 Sep

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Our top choices for Windsor hotels

1. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
Windsor
United States
Jessica
SAR 708
SAR 977 total
includes taxes & fees
17 Sep - 18 Sep
Fat Sheep Farm & Cabins

2. Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
Newbury
United States
Leah
SAR 615
SAR 729 total
includes taxes & fees
21 Sep - 22 Sep
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

3. Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee
Newbury
United States
Lenny
SAR 418
SAR 454 total
includes taxes & fees
1 Oct - 2 Oct
Hideaway Inn Mt.Sunapee

4. Brook Road Inn

Brook Road Inn
Goshen
United States
Jennifer
SAR 250
SAR 402 total
includes taxes & fees
16 Sep - 17 Sep
Brook Road Inn

5. Newport Motel

Newport Motel
Newport
United States
Andrew
SAR 401
SAR 436 total
includes taxes & fees
16 Sep - 17 Sep
Newport Motel

6. Enfield Shaker Museum

Enfield Shaker Museum
Enfield
SAR 500
SAR 543 total
includes taxes & fees
3 Oct - 4 Oct
Enfield Shaker Museum

7. Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon
Lebanon
United States
Julie
SAR 693
SAR 752 total
includes taxes & fees
20 Sep - 21 Sep
Hilton Garden Inn Hanover Lebanon

8. Quality Inn Lebanon - Hanover

Quality Inn Lebanon - Hanover
Lebanon
United States
Karol
SAR 567
SAR 616 total
includes taxes & fees
20 Sep - 21 Sep
Quality Inn Lebanon - Hanover

9. The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
Claremont
United States
Victoria
SAR 585
SAR 635 total
includes taxes & fees
17 Sep - 18 Sep
The Common Man Inn & Restaurant

10. Royal Inn Claremont

Royal Inn Claremont
Claremont
United States
Eva
SAR 451
SAR 489 total
includes taxes & fees
17 Sep - 18 Sep
Royal Inn Claremont

11. Courtyard by Marriott Hanover Lebanon

Courtyard by Marriott Hanover Lebanon
Lebanon
United States
Thomas
SAR 699
SAR 759 total
includes taxes & fees
21 Sep - 22 Sep
Courtyard by Marriott Hanover Lebanon

12. Residence Inn by Marriott Hanover Lebanon

Residence Inn by Marriott Hanover Lebanon
Lebanon
United States
Kim
SAR 943
SAR 1,023 total
includes taxes & fees
17 Sep - 18 Sep
Residence Inn by Marriott Hanover Lebanon

13. Claremont Motor Lodge

Claremont Motor Lodge
Claremont
United States
EDWARD S
SAR 464
SAR 503 total
includes taxes & fees
22 Sep - 23 Sep
Claremont Motor Lodge

14. Brook Road Cabin

Brook Road Cabin
Goshen
United States
Jill
SAR 645
SAR 1,074 total
includes taxes & fees
16 Sep - 17 Sep
Brook Road Cabin

15. Sunset Motor Inn

Sunset Motor Inn
West Lebanon
United States
Sierra
SAR 470
SAR 510 total
includes taxes & fees
16 Sep - 17 Sep
Sunset Motor Inn

16. Six South St Hotel

Six South St Hotel
Hanover
United States
Mary
SAR 940
SAR 1,020 total
includes taxes & fees
20 Sep - 21 Sep
Six South St Hotel

17. Hanover Inn Dartmouth

Hanover Inn Dartmouth
Hanover
United States
Laly
SAR 1,348
SAR 1,463 total
includes taxes & fees
20 Sep - 21 Sep
Hanover Inn Dartmouth

18. Best Western West Lebanon-Hanover Hotel

Best Western West Lebanon-Hanover Hotel
West Lebanon
United States
Judy
SAR 619
SAR 672 total
includes taxes & fees
22 Sep - 23 Sep
Best Western West Lebanon-Hanover Hotel

19. Harvest Barn Inn

Harvest Barn Inn
Bellows Falls
United States
Michael
SAR 647
SAR 705 total
includes taxes & fees
23 Sep - 24 Sep
Harvest Barn Inn

20. Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
West Lebanon
United States
amber
SAR 649
SAR 704 total
includes taxes & fees
20 Sep - 21 Sep
Fireside Inn & Suites West Lebanon
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Stay near popular Windsor attractions

A snow-covered landscape with a wooden covered bridge over a river, surrounded by trees and a snowy path.

Brownsville Trail

9.4/10 (3 reviews)
This challenging 5.2-mile trail rewards hikers with panoramic views and the historic Norcross Quarry from the early 1900s. Pack water and wear sturdy boots for the 2,395-foot ascent through Vermont's forests.
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A calm river with dense greenery and trees reflecting on the water.

Paradise Park

8.8/10 (8 reviews)
Paradise Park offers diverse ecosystems around Lake Runnemede, with well-maintained trails through forests and meadows. Observe abundant wildlife including birds, turtles, and beavers in this peaceful natural sanctuary.
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Harpoon Brewery

9.4/10 (23 reviews)
This working brewery offers a unique tasting experience with fresh craft beers and handmade pretzels. Enjoy the communal atmosphere in the taproom overlooking brewing operations or relax in the outdoor beer garden.
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American Precision Museum

10.0/10 (2 reviews)
Housed in the historic 1846 Robbins & Lawrence Armory, this museum showcases America's largest collection of significant machine tools. Interactive exhibits highlight how precision manufacturing shaped our industrial heritage.
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Ascutney Park

Vermont's first state park offers 12+ miles of trails through former quarries and historic homesteads. Drive the 3.7-mile auto road for panoramic views of the Connecticut River Valley without the summit hike.
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Weathersfield Proctor Library

This community-centered library offers a welcoming hub for book lovers and local engagement. Browse their diverse collection or join one of their regular educational programs in this Ascutney gathering place.
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Mount Ascutney Hospital

Though Mount Ascutney Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Windsor while you are here.
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Windsor Public Library

This historic library has served as Windsor's community hub since 1882, offering diverse collections for all ages. Browse books, use free Wi-Fi, or join one of their engaging programs.
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Learn more about Windsor

Step back in time at the American Precision Museum, where industrial history comes alive through fascinating exhibits. Afterward, savor craft brews at Harpoon Brewery or hike the scenic trails of Mt Ascutney State Park for breathtaking views.

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A covered bridge over a river with lush greenery and a clear sky.

Top Windsor Hotel Reviews

The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"Very nice location, friendly staff, parking onsite."
Jadwiga 7-night trip
Posted 3 hours ago
The Mountain Inn at Killington
White River Inn and Suites

White River Inn and Suites

8/10 Good
"Keith helped us at the front desk and we had such a good experience bc of his help with some booking issues we had."
Tricia 1-night trip
Posted 11 hours ago
White River Inn and Suites
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

8/10 Good
"Stayed here because of the hot tub!!! Love that it was open until 11pm but wished it was open by like 8 am so we could have used it before we started our day !!"
Angie 2-night trip
Posted 12 hours ago
Killington Mountain Lodge, Tapestry Collection by Hilton
Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon

8/10 Good
"Good location. Nice staff"
Lokesh 2-night trip
Posted 1 day ago
Hilton Garden Inn Hanover Lebanon
Hotel Coolidge

Hotel Coolidge

10/10 Excellent
"Great historic hotel with nice and helpful staff in the middle of town."
Elizabeth 3-night trip
Posted 1 day ago
Hotel Coolidge
The Jackson

The Jackson

10/10 Excellent
"The inn and the grounds are beautifully maintained. The room was comfortable, and the restaurant on the premises was convenient but also had a great breakfast, well worth purchasing. The location was also great relative to downtown."
Vicki 1-night trip
Posted 8 days ago
The Jackson
Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins

10/10 Excellent
"Woman who runs the place is great, such a nice little cabin beautiful views! "
Jessica 1-night trip
Posted 9 months ago
Fat Sheep Farm & Cabins

More cheap stays in Windsor

Super 8 by Wyndham White River Junction

Super 8 by Wyndham White River Junction

442 North Hartland Rd White River Junction VT
SAR 396
SAR 435 total
23 Sep - 24 Sep
includes taxes & fees
Super 8 by Wyndham White River Junction
Align Inn Vermont

Align Inn Vermont

5817 Woodstock Rd Quechee VT
SAR 434
SAR 477 total
16 Sep - 17 Sep
includes taxes & fees
Align Inn Vermont
The Mountain Inn at Killington

The Mountain Inn at Killington

47 Old Mill Rd Killington VT
SAR 537
SAR 621 total
16 Sep - 17 Sep
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
The Mountain Inn at Killington
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

25 Airport Road West Lebanon NH
SAR 649
SAR 704 total
20 Sep - 21 Sep
includes taxes & fees
8.4/10 Very Good! (1,010 reviews)
Fireside Inn & Suites West Lebanon
Holiday Inn Express Hotel & Suites White River Junction by IHG

Holiday Inn Express Hotel & Suites White River Junction by IHG

121 Ballardvale Dr White River Junction VT
SAR 710
SAR 781 total
20 Sep - 21 Sep
includes taxes & fees
Holiday Inn Express Hotel & Suites White River Junction by IHG
Six South St Hotel

Six South St Hotel

6 South Street Hanover NH
SAR 940
SAR 1,020 total
20 Sep - 21 Sep
includes taxes & fees
Six South St Hotel

Find out more about Windsor

Top reasons to visit Windsor

  • Outdoor Adventure: Windsor is a haven for outdoor enthusiasts, featuring exciting skiing opportunities and scenic landscapes.
  • Rich History: Explore historical attractions like the iconic bridge and nearby national state parks, perfect for culture lovers.
  • Vibrant Live Music Scene: Enjoy a lively atmosphere with local music performances, enhancing your après-ski experience.
  • Charming Downtown: Stroll through downtown Windsor, filled with unique shops and a friendly ambiance for families and friends.
  • Diverse Accommodations: Find a range of hotels, from family-friendly to pet-friendly, ensuring a comfortable stay.

Find great hotels near Windsor

Explore a variety of hotel accommodations in Windsor, Vermont, ideal for your vacation needs. Whether you seek adventure, a family-friendly environment, or pet-friendly options, Windsor offers a range of hotels to suit every traveler. Discover the best hotels, read reviews, and compare room rates to find the perfect fit for your stay in this charming New England town.

  • Super 8 by Wyndham White River Junction: This budget-friendly motel offers a comfortable stay for business travelers and pet owners alike. Located 19.3km from Windsor, Super 8 provides a welcoming atmosphere where pets are not only permitted but also enjoy complimentary amenities. Guests can take advantage of convenient services such as free Wi-Fi, a complimentary breakfast, and ample parking. The motel's straightforward accommodations ensure a hassle-free experience, making it ideal for those seeking practicality combined with comfort.
  • White River Inn and Suites: Perfectly situated 19.3km from Windsor, White River Inn and Suites is designed for adventure seekers and business travelers who appreciate inclusivity. This LGBTQIA-welcoming hotel offers a variety of recreational activities, including nearby snowboarding and skiing options, as well as bicycle rentals and Segway tours. Guests can enjoy spacious rooms with modern amenities, and the hotel’s commitment to adventure ensures an exciting stay. With its focus on community and adventure, this inn is a great choice for those looking to explore the great outdoors.
  • Best Western West Lebanon-Hanover Hotel: Located 17.7km from Windsor, Best Western West Lebanon-Hanover Hotel provides a family-friendly experience with a warm, welcoming atmosphere. This LGBTQIA-friendly hotel is equipped with amenities designed for guests of all ages, including complimentary cribs for families traveling with little ones. Business travelers will also find all necessary conveniences, such as meeting rooms and high-speed internet. With its commitment to comfort and accessibility, this hotel is an excellent option for families and business visitors alike.

Where to stay in and around Windsor

Windsor, Vermont offers a charming getaway perfect for outdoor enthusiasts and adventure seekers. Explore its scenic landscapes, vibrant downtown shops, and friendly atmosphere that welcomes families and history buffs alike. Just a short drive away, nearby towns enhance your experience with their unique vibes and excursions. Whether you’re skiing in the winter or enjoying summer activities, Windsor provides a delightful mix of urban charm and natural beauty for an unforgettable vacation.

  • Woodstock: Nestled 19.3km from Windsor, Woodstock is a charming town that flourishes with outdoor adventures year-round. While visitor numbers peak in the summer months of July and September to October, the town remains a delightful destination for skiing and various outdoor activities in the cooler months. Visitors can enjoy the local ski fields and resorts, while the picturesque surroundings include stunning lakes, majestic mountains, and the beautiful national state park. Whether you’re hitting the slopes or enjoying a scenic stroll, Woodstock offers a perfect blend of adventure and tranquility.
  • Cornish: Located just 1.6km away from Windsor, Cornish is a quaint city that attracts visitors primarily during the summer months from June to August. Known for its outdoor adventures and skiing opportunities, this small town is a haven for nature lovers. The local ski fields provide thrilling winter experiences, while educational attractions add a unique twist to your visit. Explore the nearby mountains, iconic bridges, and historic monuments that make Cornish a delightful place to spend your vacation, showcasing both natural beauty and rich history.
  • Ascutney: Situated within the Windsor area, Ascutney is a vibrant village that draws visitors throughout the year, with peak arrivals in the summer and fall months. Adventure seekers will find plenty to love here, as Ascutney offers exciting outdoor activities, including skiing at local resorts. The surrounding landscape is dotted with enchanting lakes, towering mountains, and access to the national state park, making it an ideal destination for nature enthusiasts. Ascutney's welcoming community and stunning vistas promise an unforgettable experience in the heart of Vermont.

Things to do in and around Windsor

Windsor, Vermont offers a perfect getaway for outdoor and adventure enthusiasts, particularly those interested in skiing. Visitors can enjoy thrilling activities at local ski resorts and fields. Additionally, the vibrant live music scene adds to the charm, providing entertainment after a day on the slopes. Whether you're hitting the trails or relaxing with some tunes, Windsor has something for everyone to enjoy.

Shopping

In Windsor, you can shop at The Sustainable Farmer for unique gifts. North Country Smokehouse, located 11.3km away, offers delicious local products. If you're up for a drive, visit Quechee Gorge Village, 17.7km from Windsor, where you'll find a charming selection of shops and souvenirs.

Recreation

The Upper Valley Aquatic Center offers a family-friendly atmosphere with swimming pools and fitness facilities, perfect for relaxation and fun. For golf enthusiasts, Woodstock Country Club provides a scenic outdoor experience, while The Strong House Spa specializes in rejuvenating body treatments, ensuring a blissful wellness retreat.

Adventure

Explore the Brownsville Trail for a refreshing outdoor hike, immersing yourself in nature. For winter sports enthusiasts, Arrowhead Recreation Area offers exhilarating skiing experiences only 14.5km from Windsor. For a unique adventure, Morningside Flight Park provides breathtaking scenic flights 17.7km away, perfect for thrill-seekers.

Nightlife

Experience the vibrant nightlife in Windsor by visiting Maple Lanes, an exciting arcadeAdventureZone just 12.9km away, perfect for some fun and adventure. For a more romantic evening, check out the Woodstock Town Hall Theatre or the Lebanon Opera House, both offering captivating cultural performances within a short drive.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Windsor

For a budget-friendly visit to Windsor, Vermont, plan your trip between April to May or November for lower accommodation rates, avoiding higher-priced months like February and December. Tuesdays are the best days for cheaper hotel stays, while Fridays tend to be the most expensive. Use Expedia to compare room rates, filter for eco-friendly options, and book package deals that combine flights and activities for additional savings. Explore free local attractions to make the most of your trip without breaking the bank.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Windsor are April to May and November, where the prices are slightly lower. This is in comparison to February, October and December, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Windsor is Tuesday. The most expensive day to stay in Windsor is Friday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your choices based on your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and eco-friendly accommodations currently available. To find the best prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Windsor with your flights and activities through an Expedia package.

Find the best attractions near Windsor

Windsor, Vermont, is perfect for outdoor enthusiasts and adventure seekers, offering a mix of thrilling ski vacations and rich historical experiences. Key attractions include the historic bridge, national state park, and environmental center, making it an ideal destination for families and culture lovers alike. Explore the scenic beauty and engaging activities that Windsor has to offer, ensuring a memorable visit.

  • Blow-Me-Down Bridge: This historic bridge, located just 805m from Windsor, offers a charming glimpse into the area's cultural heritage. Its picturesque setting makes it a perfect spot for photography and leisurely strolls.
  • Mount Ascutney: Situated 6.4km away, Mount Ascutney is a haven for adventure seekers. Enjoy hiking, breathtaking views, and outdoor activities that showcase the stunning scenery of Vermont.
  • Saint-Gaudens National Historic Site: Just 3.2km from Windsor, this historic site celebrates the life and work of sculptor Augustus Saint-Gaudens. Explore beautiful landscapes and immerse yourself in the rich cultural history of the region.

Best time to go to Windsor

The best time to visit Windsor is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January16.7°F (-8.5°C)Light RainMostly CloudyAverageAverage
February18.9°F (-7.3°C)Light RainMostly CloudySlightly LowSlightly High
March27.1°F (-2.7°C)Light RainMostly CloudyAverageAverage
April39.4°F (4.1°C)Light RainMostly CloudyAverageSlightly Low
May52.3°F (11.3°C)Light RainMostly SunnySlightly LowSlightly Low
June59.9°F (15.5°C)Light RainMostly SunnyAverageAverage
July65.8°F (18.8°C)Light RainMostly SunnySlightly HighAverage
August64.0°F (17.8°C)Light RainMostly SunnySlightly HighAverage
September57.0°F (13.9°C)Light RainMostly SunnySlightly HighAverage
October45.5°F (7.5°C)Light RainMostly CloudyAverageSlightly High
November33.1°F (0.6°C)Light RainMostly SunnyAverageSlightly Low
December24.3°F (-4.3°C)Light RainMostly CloudySlightly LowSlightly High

The nearest major airports for your trip to Windsor

When planning your trip to Windsor, Vermont, CONsider flying into one of the nearby airports. LEBanon Municipal Airport (LEB) is located 17.7km away and offers hotel options such as the 4-star Hanover Inn Dartmouth and the 3-star Hotel Coolidge, both providing convenient access. RUTland Southern Vermont Regional Airport (RUT) is 45.1km away, with nearby accommodations like the Killington Mountain Lodge. Hartness State Airport in Springfield, VT, is just 19.3km from Windsor, offering options such as the 4-star Inn at Weathersfield. Each of these airports provides easy transportation access to local hotels, ensuring a comfortable stay during your visit.

Frequently asked questions

What's the best place to stay in Windsor?
Fireside Inn & Suites West Lebanon, located 10.9 mi (17.5 km) from the heart of Windsor, is a top choice for your stay based on our traveler data. Other good options for your visit to the area are Align Inn Vermont and The Mountain Inn at Killington. See all available top hotels, or vacation rentals in Windsor.
What are some of the best vacation rentals in Windsor?
Cozy VT Retreat • Coffee Bar •Fireplace • Near Quechee Gorge • Min to Woodstock: This vacation home near Windsor is located on a river and has an outdoor pool, a fireplace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation. See all vacation rentals in Windsor.
If I need to cancel my hotel reservation in Windsor, will I receive a refund?
Yes, you'll find most hotel reservations are fully refundable as long as you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Windsor.
Where can I learn more about changing or cancelling my trip to Windsor?
To find more details about changing or cancelling your trip to Windsor, go to https://www.expedia.com/service/.
What's the best pet-friendly accommodation in Windsor?
Fat Sheep Farm & Cabins is a top pet-friendly option for your stay. See more pet-friendly hotel accommodations in Windsor.
Where is the best hotel to stay close to Mt Ascutney State Park?
Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel is one of the top choices for your stay based on our traveler data, and this 3-star resort offers a restaurant and an indoor pool. It's located 2.2 mi (3.5 km) from Mt Ascutney State Park. Other good choices within 5 miles include Windsor Mansion Inn and Snapdragon Inn.
What about the best place to stay close to Mount Ascutney?
One of the top choices for your stay is Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel, located 1.8 mi (2.8 km) from Mount Ascutney, and this 3-star resort offers a restaurant and an indoor pool. Windsor Mansion Inn and Rockledge Farm country living are other good choices within a few miles.
What are some accommodations with pools in Windsor?
Fireside Inn & Suites West Lebanon: Features free self parking, an indoor pool, and complimentary wireless internet access. Align Inn Vermont and The Mountain Inn at Killington are a couple of other choices that feature an onsite pool. View all hotels with pools in Windsor.
What is the best hotel near Hartness State Airport (VSF)?
The Inn at Weathersfield is a popular 4-star inn featuring free breakfast and a restaurant. It's located a short 1.3 mi (2.1 km) from Hartness State Airport. Another good choice close to the airport is Hartness House Inn, located 3.7 mi (5.9 km) away.
How is it staying in Windsor?
Visitors can enjoy all that Windsor has to offer including the breweries, golf courses, and forests. The scenic and rural setting also entices those visiting the city. In Windsor, there are 21 hotels and other accommodations to choose from. Find out more about Windsor.
What should I see while I'm in Windsor?
The picturesque setting of Connecticut River and Paradise Park exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Harpoon Brewery and Mt Ascutney State Park. Check out what more to see and do in Expedia's Windsor guide.
What's the best way to get around Windsor?
To venture out into the surrounding area, ride aboard one of the trains from Windsor Station. If you want to venture out around the area, you may want a rental car in Windsor for your journey.
What's the seasonal weather like in Windsor?
The hottest months are usually July and August with an average temp of 62°F, while the coldest months are January and February with an average of 22°F. The snowiest months in Windsor are March, January, November, and February, with each month seeing an average of 15 inches of snowfall.